Deals & Deadlines

Deals & Deadlines

Join Matt Chernoff and Agent to the Stars, Hadley Engelhard every week as the duo dives in to the business side of sports.

Episodes

December 5, 2025 33 mins

Lane Kiffin is off to LSU on a $91 million guaranteed deal — and the business side is absolutely wild. On this episode of Deals and Deadlines, Matt Chernoff and super agent Hadley Engelhardt break down how Jimmy Sexton pulled it off, what LSU actually bought, and why this c...

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In this episode of Deals & Deadlines, Hadley Engelhardt and Matt Chernoff break down the biggest sports-business stories of the week — from MLB Winter Meetings fallout and the Braves cashing in on Drake Baldwin’s Rookie of the Year win to looming CBA concerns, betting scandals, and massive college football coaching drama. They also dive into NFL broadcast wars, Arthur Blank’s $350M investment in women’s ...

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Welcome back to Deals & Deadlines — your weekly look at the BUSINESS behind sports with super-agent Hadley Engelhard and host Matt Chernoff. This week we break down a wild NFL trade deadline (Jets stockpile picks, star movement, and the Breece Hall offer that almost was), baseball’s monster World Series numbers, the SEC coaching carousel (and a spicy Lane Kiffin → Dolphins conversation), plus NBA ownership/lega...

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Matt Chernoff and sports-agent Hadley Engelhard break down a wild week in sports business: 🏈 Brian Kelly fired at LSU — why the Tigers owe $53 million and how AD Scott Woodward keeps writing record checks. 🔥 Lane Kiffin’s next move — is he flirting with LSU or Florida for leverage? 💼 Steve Sarkisian NFL rumors — the truth behind the agent-media leaks. 🏈 Kirk Cousins market — does the Falcons QB hav...

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Deals & Deadlines, hosted by Matt Chernoff and Hadley Engelhard, covered a busy week across the sports business landscape. The hosts discussed the MLB World Series matchup between the Los Angeles Dodgers and Toronto Blue Jays, along with the growing league-wide controversy over a proposed MLB salary cap and the strong pushback from players.

They also examined the financial ripple effects of Florida’s decision to fire head...

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College football just detonated a money bomb. 💥 Matt Chernoff and super-agent Hadley Engelhardt break down James Franklin’s $50M buyout, how offset language really works, and why this firing could reshape salaries across the country. Then we zoom out: Adidas vs. Nike at Penn State, the coaching carousel (who leverages, who jumps, who stays), an early NFL firing and its $23K/day golden parachute, plus the NBA’s new TV m...

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From Taylor Swift passing on the Super Bowl halftime show to Amazon turning Black Friday into a wall-to-wall sports infomercial, this week’s Deals & Deadlines breaks down the money, marketing, and messy optics driving the sports business machine.

Hosted by Matt Chernoff &...

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On this episode of Deals & Deadlines, Matt Chernoff and Hadley Engelhard dive into the biggest stories in the world of sports business and entertainment:

  • NFL + Bad Bunny: Why the league partnered with the global...

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This week on Deals and Deadlines, we dive into a jam-packed lineup of sports and media headlines:

  • Could Jon Gruden really be the next head coach of the Florida Gators?

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On this week’s Deals & Deadlines, Matt Chernoff and Hadley Engelhard break down the biggest money stories in sports:

  • Former Alabama QB AJ McCarron says Bama needs more NIL 💸

  • Read more

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Football is back and so is Deals & Deadlines! Hosts Matt Chernoff and Hadley Engelhard break down a packed week across the NFL, college football, WNBA, and more.

🏈 NFL Contracts Settled – Trey Hendrickson and Terry McLaurin finally secure new deals just in time for kickof...

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On this week’s episode of Deals and Deadlines, hosts Matt Chernoff and Hadley Engelhard tackle a packed slate of hot topics across the sports world:

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On this episode of Deals & Deadlines, Matt Chernoff and Hadley Engelhard tackle the biggest moves in sports and business:

🎤 Taylor Swift’s New Heights appearance with Travis Kelce could shatter podcast download records.
📺 What the ESPN/NFL Media ...

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In this episode, Hadley and Chernoff dive into the latest headlines from NFL training camp, including the drama brewing in Cincinnati and ongoing contract talks across the league. They also tackle recent MLB scandals making waves off the field. Plus, legal expert Randy Kessler joins the show to break down the divorce drama involving NFL star Rashawn Slater—and what it could mean for his career.

See omnystudio.com/listener for ...

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In this episode, Chernoff and Hadley dive into the latest across the sports world—starting with NFL holdouts and what’s happening with SNZ. They also tackle the ongoing debate around the MLB salary cap and how it could reshape the league.

Then, they shift to the WNBA, discussing the league’s growth even as Caitlin Clark sits out, and the recent mo...

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In this episode, Hadley and Chernoff dive into a jam-packed lineup—breaking down the MLB All-Star Game highlights, key takeaways from SEC Media Days, and the growing buzz around the Caitlin Clark vs. Paige Bueckers rivalry.They also sit down with special guest Mike McCartney, agent to Kirk Cousins, for an inside look at the business side of the NFL,  and Kirk's feelings on drafting Pennix. 

See omnystudio.com/listene...

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In this episode, Hadley and Chernoff dive into a jam-packed lineup—breaking down the MLB All-Star Game highlights, key takeaways from SEC Media Days, and the growing buzz around the Caitlin Clark vs. Paige Bueckers rivalry.They also sit down with special guest Mike McCartney, agent to Kirk Cousins, for an inside look at the business side of the NFL,  and Kirk's feelings on drafting Pennix. 

See omnystudio.com/listene...

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On this episode of Deals and Deadlines, we dive into MLB's evolving broadcast future and who could be next in line to land TV rights. Plus, major NBA Free Agency shakeups and Angel Reese officially debuts her Reebok signature shoe.

See omnystudio.com/listener for privacy information.

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In this episode, Hadley and Matt dive into the Oklahoma City Thunder’s rise and why this young squad might be built for a dynasty. Then, they break down the chaos of the 2025 NBA Draft — from head-scratching picks to shocking slides. The duo also revisits Kevin Durant’s latest trade headlines and what it means for his legacy. Plus: Did CBS just throw the Pac-12 a lifeline? We’re talking survival, strategy, a...

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In this episode, Matt and Hadley sit down with Von Hutchins, General Manager of the UFL Champion DC Defenders! They dive into the team's championship run, the evolving landscape of professional football, and what’s next for the UFL. Plus, the guys break down the new world order in college football, Caitlin Clark’s return, and how streaming is reshaping the sports world. Don’t miss this jam-packed episode filled wi...

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